Tetrahedron

Nucleophilic reactions in the series of α-haloallenes: A novel route to bifunctionally substituted acetylenes

MV Mavrov, ES Voskanyan, VF Kucherov

文献索引：Mavrov,M.V. et al. Tetrahedron, 1969 , vol. 25, p. 3277 - 3285

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被引用次数: 22

摘要

A new method of synthesis of functionally substituted α-bromoallenes on the basis of 1, 4- dibromobuta-1, 2-diene has been developed. α-Bromoallenes are shown to react with nucleophilic reagents with allene-acetylene rearrangement thus affording high yields of functionalized acetylenic derivatives of hitherto unknown types. In contrast to this, the interaction of methyl 4-bromobuta-1, 2-dienoate with amines proceeds as a reaction of ...